A three-dimensional twofold inter­penetrated cobalt(II) MOF containing a flexible carboxyl­ate-based ligand: synthesis, structure and magnetic properties

The design and synthesis of coordination polymers (CPs) have attracted much inter­est due to the intriguing diversity of their architectures and topologies. The functional solid catena-poly[μ₂-aqua-tri­aqua­{μ₄-5-[4-carb­oxy­phen­oxy)meth­yl]benzene-1,3-di­carboxyl­ato}{μ₃-5-[4-carboxyphen­oxy)meth­yl]benzene-1,3-di­car­boxyl­ato}dicobalt(II)], [Co₂(C₁₆H₁₀O₇)₂(H₂O)₄]_n or [Co₂(HL)₂(μ₂-H₂O)(H₂O)₃]_n, was synthesized successfully by self-assembly of Co^II ions with 5-[(4-carb­oxy­phen­oxy)meth­yl]isophthalic acid (H₃L). The title compound was obtained under hydro­thermal conditions and exhibits a twofold inter­penetrated three-dimensional skeleton with hms 3,5-conn topology according to the cluster representation for valence-bonded metal–organic frameworks (MOFs). It has been characterized by single-crystal X-ray diffraction, IR spectroscopy, powder X-ray diffraction (PXRD), thermogravimetric analysis and susceptibility measurements. The anti­ferromagnetic coupling between adjacent Co^II centres occurs via superexchange through the ligands.

Computing details

Data collection: APEX2 (Bruker, 2012); cell refinement: SAINT (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2016 (Sheldrick, 2015b); molecular graphics: SHELXTL (Sheldrick, 2008), DIAMOND (Brandenburg, 2005), OLEX2 (Dolomanov et al., 2003) and publCIF (Westrip, 2010).

catena-Poly[µ₂-aqua-triaqua{µ₄-5-[4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato}{µ₃-5-[4-carboxyphenoxy)methyl]benzene-1,3-dicarboxylato}dicobalt(II)]

Crystal data

[Co2(C16H10O7)2(H2O)4]	Z = 2
Mr = 818.40	F(000) = 836
Triclinic, P1	Dx = 1.727 Mg m^−3
a = 10.7964 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.9649 (6) Å	Cell parameters from 9966 reflections
c = 14.3692 (7) Å	θ = 3.3–45.3°
α = 96.412 (2)°	µ = 1.14 mm^−1
β = 110.682 (2)°	T = 298 K
γ = 92.900 (2)°	Block, pink
V = 1574.03 (14) Å^3	0.20 × 0.15 × 0.15 mm

Data collection

Bruker APEXII CCD diffractometer	5727 reflections with I > 2σ(I)
phi and ω scans	Rint = 0.023
Absorption correction: multi-scan	θmax = 26.0°, θmin = 3.0°
Tmin = 0.619, Tmax = 0.749	h = −13→13
18188 measured reflections	k = −11→13
6063 independent reflections	l = −17→17

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.026	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.068	w = 1/[σ^2(Fo^2) + (0.0286P)^2 + 1.1972P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max = 0.002
6063 reflections	Δρmax = 0.48 e Å^−3
509 parameters	Δρmin = −0.36 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Co1	0.66848 (2)	−0.01905 (2)	0.67454 (2)	0.01252 (7)
Co2	0.66417 (2)	−0.09258 (2)	0.90309 (2)	0.01459 (7)
O1	0.47652 (13)	−0.06517 (14)	0.66303 (10)	0.0318 (3)
O2	0.47252 (12)	−0.06737 (12)	0.81778 (10)	0.0249 (3)
O3	−0.00826 (13)	−0.00476 (14)	0.82737 (10)	0.0317 (3)
O4	−0.14550 (12)	0.02158 (12)	0.67511 (10)	0.0242 (3)
O5	0.01865 (15)	−0.35151 (12)	0.42059 (10)	0.0313 (3)
O6	−0.1520 (2)	−0.59001 (14)	−0.03076 (12)	0.0466 (4)
H6A	−0.183 (4)	−0.644 (3)	−0.083 (3)	0.081 (11)*
O7	−0.1050 (2)	−0.76080 (15)	0.03986 (13)	0.0553 (5)
O8	0.62720 (12)	0.15822 (10)	0.64751 (9)	0.0207 (2)
O9	0.72155 (14)	0.25566 (11)	0.80355 (9)	0.0269 (3)
O10	0.66626 (13)	−0.26319 (10)	0.81750 (9)	0.0232 (3)
O11	0.72201 (15)	−0.19105 (11)	0.69849 (11)	0.0303 (3)
O12	0.65263 (16)	0.58859 (12)	0.39238 (10)	0.0332 (3)
O13	0.58965 (15)	0.80649 (12)	−0.00803 (10)	0.0293 (3)
O14	0.64744 (17)	0.61906 (12)	−0.04242 (11)	0.0336 (3)
H14A	0.656 (3)	0.643 (3)	−0.095 (2)	0.058 (8)*
O15	0.67047 (19)	0.06434 (14)	1.00719 (12)	0.0353 (3)
H15A	0.606 (4)	0.086 (4)	1.019 (3)	0.093 (13)*
H15B	0.728 (4)	0.118 (4)	1.020 (3)	0.076 (12)*
O16	0.85775 (15)	−0.12516 (15)	0.99400 (12)	0.0355 (3)
H16A	0.900 (3)	−0.083 (3)	1.050 (3)	0.061 (9)*
H16B	0.908 (3)	−0.152 (3)	0.973 (2)	0.050 (9)*
O17	0.75245 (13)	0.02830 (11)	0.83667 (9)	0.0170 (2)
H17A	0.746 (3)	0.101 (3)	0.838 (2)	0.042 (7)*
H17B	0.832 (3)	0.022 (2)	0.8478 (19)	0.037 (7)*
O18	0.61538 (15)	−0.07920 (13)	0.51540 (10)	0.0254 (3)
H18A	0.550 (3)	−0.113 (3)	0.481 (2)	0.060 (10)*
H18B	0.619 (3)	−0.028 (3)	0.472 (3)	0.069 (10)*
C1	0.26834 (16)	−0.09047 (15)	0.67915 (13)	0.0184 (3)
C2	0.18841 (16)	−0.05314 (15)	0.73302 (13)	0.0183 (3)
H2	0.226516	−0.021338	0.800747	0.022*
C3	0.05102 (16)	−0.06412 (16)	0.68411 (13)	0.0192 (3)
C4	−0.00658 (17)	−0.11986 (17)	0.58495 (13)	0.0222 (3)
H4	−0.098683	−0.128855	0.553725	0.027*
C5	0.07168 (18)	−0.16221 (16)	0.53207 (13)	0.0223 (3)
C6	0.20880 (18)	−0.14292 (16)	0.57928 (14)	0.0229 (4)
H6	0.262350	−0.165718	0.543096	0.028*
C7	0.41807 (16)	−0.07261 (15)	0.72439 (13)	0.0188 (3)
C8	−0.03972 (16)	−0.01219 (16)	0.73430 (13)	0.0201 (3)
C9	0.0134 (2)	−0.22051 (18)	0.42447 (14)	0.0285 (4)
H9A	−0.078128	−0.201961	0.394814	0.034*
H9B	0.063324	−0.188057	0.386782	0.034*
C10	−0.00927 (18)	−0.41712 (17)	0.32751 (14)	0.0248 (4)
C11	−0.0133 (2)	−0.54505 (18)	0.32433 (15)	0.0303 (4)
H11	0.002789	−0.580164	0.382999	0.036*
C12	−0.0414 (2)	−0.61925 (18)	0.23382 (15)	0.0316 (4)
H12	−0.042609	−0.704374	0.231910	0.038*
C13	−0.06800 (19)	−0.56731 (17)	0.14489 (14)	0.0275 (4)
C14	−0.0628 (2)	−0.44018 (18)	0.14918 (14)	0.0281 (4)
H14	−0.079676	−0.405076	0.090436	0.034*
C15	−0.0327 (2)	−0.36461 (17)	0.23986 (14)	0.0279 (4)
H15	−0.028276	−0.279363	0.242043	0.033*
C16	−0.1087 (2)	−0.64867 (18)	0.04754 (15)	0.0316 (4)
C17	0.67223 (16)	0.37431 (14)	0.66824 (12)	0.0170 (3)
C18	0.68464 (16)	0.48764 (14)	0.72699 (12)	0.0166 (3)
H18	0.691201	0.491226	0.793559	0.020*
C19	0.68707 (16)	0.59549 (14)	0.68442 (12)	0.0167 (3)
C20	0.68345 (17)	0.58925 (15)	0.58579 (13)	0.0189 (3)
H20	0.689984	0.661794	0.559202	0.023*
C21	0.67034 (17)	0.47723 (15)	0.52722 (12)	0.0192 (3)
C22	0.66082 (17)	0.37006 (15)	0.56860 (13)	0.0195 (3)
H22	0.646522	0.294007	0.528758	0.023*
C23	0.67371 (16)	0.25497 (14)	0.71059 (12)	0.0166 (3)
C24	0.69219 (16)	−0.27781 (14)	0.73772 (12)	0.0158 (3)
C25	0.6698 (2)	0.46909 (16)	0.42156 (13)	0.0242 (4)
H25A	0.753163	0.442412	0.419311	0.029*
H25B	0.597787	0.410241	0.376507	0.029*
C26	0.63971 (18)	0.60577 (17)	0.29745 (13)	0.0229 (4)
C27	0.64208 (19)	0.51406 (16)	0.22313 (14)	0.0240 (4)
H27	0.650724	0.432968	0.235800	0.029*
C28	0.63139 (19)	0.54520 (16)	0.13007 (13)	0.0232 (4)
H28	0.635162	0.484816	0.080522	0.028*
C29	0.61506 (17)	0.66585 (16)	0.10967 (13)	0.0209 (3)
C30	0.60868 (19)	0.75612 (17)	0.18393 (14)	0.0256 (4)
H30	0.595009	0.836280	0.170149	0.031*
C31	0.6226 (2)	0.72678 (17)	0.27757 (14)	0.0280 (4)
H31	0.620554	0.787517	0.327517	0.034*
C32	0.61537 (17)	0.70323 (16)	0.01462 (13)	0.0213 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.01458 (11)	0.00971 (11)	0.01405 (11)	0.00138 (7)	0.00597 (8)	0.00215 (8)
Co2	0.01829 (12)	0.01354 (11)	0.01284 (11)	0.00184 (8)	0.00643 (9)	0.00273 (8)
O1	0.0184 (6)	0.0489 (9)	0.0290 (7)	−0.0045 (6)	0.0112 (5)	0.0034 (6)
O2	0.0160 (6)	0.0328 (7)	0.0245 (7)	0.0051 (5)	0.0053 (5)	0.0038 (5)
O3	0.0224 (6)	0.0530 (9)	0.0181 (7)	0.0062 (6)	0.0071 (5)	−0.0020 (6)
O4	0.0173 (6)	0.0331 (7)	0.0267 (7)	0.0051 (5)	0.0108 (5)	0.0118 (5)
O5	0.0463 (8)	0.0261 (7)	0.0173 (6)	−0.0032 (6)	0.0088 (6)	−0.0027 (5)
O6	0.0782 (12)	0.0251 (7)	0.0212 (8)	0.0036 (7)	0.0020 (8)	−0.0061 (6)
O7	0.0934 (14)	0.0251 (8)	0.0356 (9)	0.0066 (8)	0.0113 (9)	−0.0046 (7)
O8	0.0301 (6)	0.0096 (5)	0.0168 (6)	0.0032 (4)	0.0019 (5)	0.0001 (4)
O9	0.0489 (8)	0.0119 (5)	0.0155 (6)	0.0008 (5)	0.0065 (6)	0.0022 (5)
O10	0.0432 (7)	0.0132 (5)	0.0175 (6)	0.0020 (5)	0.0167 (5)	0.0010 (5)
O11	0.0564 (9)	0.0125 (6)	0.0335 (7)	0.0064 (6)	0.0289 (7)	0.0064 (5)
O12	0.0643 (10)	0.0253 (7)	0.0179 (7)	0.0123 (6)	0.0218 (7)	0.0088 (5)
O13	0.0469 (8)	0.0255 (7)	0.0267 (7)	0.0093 (6)	0.0238 (6)	0.0122 (5)
O14	0.0648 (10)	0.0229 (7)	0.0234 (7)	0.0081 (6)	0.0266 (7)	0.0077 (5)
O15	0.0443 (9)	0.0295 (8)	0.0339 (8)	−0.0008 (7)	0.0206 (7)	−0.0075 (6)
O16	0.0292 (8)	0.0415 (9)	0.0260 (8)	0.0088 (7)	−0.0003 (6)	−0.0029 (7)
O17	0.0202 (6)	0.0136 (6)	0.0194 (6)	0.0007 (4)	0.0097 (5)	0.0028 (4)
O18	0.0283 (7)	0.0278 (7)	0.0160 (6)	0.0009 (6)	0.0040 (5)	0.0001 (5)
C1	0.0158 (8)	0.0182 (8)	0.0213 (8)	0.0019 (6)	0.0066 (6)	0.0037 (6)
C2	0.0171 (8)	0.0218 (8)	0.0149 (8)	0.0008 (6)	0.0048 (6)	0.0022 (6)
C3	0.0170 (8)	0.0229 (8)	0.0190 (8)	0.0020 (6)	0.0081 (7)	0.0034 (7)
C4	0.0154 (8)	0.0271 (9)	0.0206 (9)	−0.0003 (6)	0.0033 (7)	0.0011 (7)
C5	0.0238 (9)	0.0222 (8)	0.0178 (8)	0.0006 (7)	0.0051 (7)	−0.0003 (7)
C6	0.0228 (9)	0.0243 (9)	0.0235 (9)	0.0035 (7)	0.0120 (7)	−0.0017 (7)
C7	0.0160 (8)	0.0148 (7)	0.0262 (9)	0.0017 (6)	0.0086 (7)	0.0018 (6)
C8	0.0157 (8)	0.0243 (8)	0.0207 (9)	−0.0012 (6)	0.0081 (7)	0.0011 (7)
C9	0.0320 (10)	0.0283 (9)	0.0198 (9)	0.0015 (8)	0.0048 (8)	−0.0028 (7)
C10	0.0259 (9)	0.0267 (9)	0.0178 (9)	−0.0029 (7)	0.0056 (7)	−0.0036 (7)
C11	0.0366 (11)	0.0296 (10)	0.0217 (9)	0.0005 (8)	0.0065 (8)	0.0054 (8)
C12	0.0400 (11)	0.0213 (9)	0.0285 (10)	0.0018 (8)	0.0070 (8)	0.0015 (8)
C13	0.0294 (9)	0.0262 (9)	0.0215 (9)	−0.0001 (7)	0.0050 (7)	−0.0030 (7)
C14	0.0349 (10)	0.0268 (9)	0.0187 (9)	−0.0015 (8)	0.0062 (8)	0.0002 (7)
C15	0.0372 (10)	0.0199 (8)	0.0229 (9)	−0.0020 (7)	0.0082 (8)	−0.0011 (7)
C16	0.0389 (11)	0.0246 (9)	0.0258 (10)	0.0013 (8)	0.0074 (8)	−0.0040 (8)
C17	0.0235 (8)	0.0117 (7)	0.0164 (8)	0.0033 (6)	0.0073 (6)	0.0030 (6)
C18	0.0257 (8)	0.0130 (7)	0.0120 (7)	0.0032 (6)	0.0074 (6)	0.0027 (6)
C19	0.0240 (8)	0.0120 (7)	0.0150 (8)	0.0033 (6)	0.0079 (6)	0.0024 (6)
C20	0.0285 (9)	0.0135 (7)	0.0172 (8)	0.0035 (6)	0.0100 (7)	0.0055 (6)
C21	0.0260 (8)	0.0195 (8)	0.0137 (8)	0.0049 (6)	0.0083 (7)	0.0038 (6)
C22	0.0296 (9)	0.0137 (7)	0.0164 (8)	0.0046 (6)	0.0098 (7)	0.0002 (6)
C23	0.0233 (8)	0.0106 (7)	0.0157 (8)	0.0034 (6)	0.0068 (6)	0.0016 (6)
C24	0.0224 (8)	0.0112 (7)	0.0149 (8)	0.0040 (6)	0.0071 (6)	0.0042 (6)
C25	0.0388 (10)	0.0215 (8)	0.0158 (8)	0.0058 (7)	0.0129 (7)	0.0046 (7)
C26	0.0307 (9)	0.0265 (9)	0.0155 (8)	0.0046 (7)	0.0117 (7)	0.0069 (7)
C27	0.0352 (10)	0.0198 (8)	0.0201 (9)	0.0029 (7)	0.0126 (8)	0.0063 (7)
C28	0.0341 (10)	0.0204 (8)	0.0178 (8)	0.0010 (7)	0.0134 (7)	0.0019 (7)
C29	0.0252 (8)	0.0229 (8)	0.0167 (8)	0.0007 (7)	0.0095 (7)	0.0059 (7)
C30	0.0368 (10)	0.0212 (8)	0.0247 (9)	0.0076 (7)	0.0165 (8)	0.0075 (7)
C31	0.0437 (11)	0.0245 (9)	0.0222 (9)	0.0090 (8)	0.0185 (8)	0.0041 (7)
C32	0.0263 (9)	0.0210 (8)	0.0178 (8)	−0.0009 (7)	0.0096 (7)	0.0033 (7)

Geometric parameters (Å, º)

Co1—O11	2.0308 (12)	C3—C8	1.506 (2)
Co1—O4^i	2.0320 (12)	C4—C5	1.386 (3)
Co1—O1	2.0522 (12)	C4—H4	0.9300
Co1—O8	2.0644 (11)	C5—C6	1.387 (2)
Co1—O18	2.1660 (13)	C5—C9	1.499 (2)
Co1—O17	2.1702 (12)	C6—H6	0.9300
Co2—O2	2.0499 (12)	C9—H9A	0.9700
Co2—O17	2.0912 (12)	C9—H9B	0.9700
Co2—O16	2.1103 (15)	C10—C15	1.390 (3)
Co2—O13^ii	2.1106 (12)	C10—C11	1.396 (3)
Co2—O10	2.1267 (12)	C11—C12	1.380 (3)
Co2—O15	2.1316 (15)	C11—H11	0.9300
O1—C7	1.259 (2)	C12—C13	1.400 (3)
O2—C7	1.254 (2)	C12—H12	0.9300
O3—C8	1.250 (2)	C13—C14	1.386 (3)
O4—C8	1.262 (2)	C13—C16	1.481 (3)
O5—C10	1.370 (2)	C14—C15	1.387 (3)
O5—C9	1.436 (2)	C14—H14	0.9300
O6—C16	1.311 (3)	C15—H15	0.9300
O6—H6A	0.86 (4)	C17—C22	1.388 (2)
O7—C16	1.226 (3)	C17—C18	1.394 (2)
O8—C23	1.268 (2)	C17—C23	1.502 (2)
O9—C23	1.249 (2)	C18—C19	1.394 (2)
O10—C24	1.268 (2)	C18—H18	0.9300
O11—C24	1.242 (2)	C19—C20	1.398 (2)
O12—C26	1.357 (2)	C19—C24^iii	1.498 (2)
O12—C25	1.421 (2)	C20—C21	1.380 (2)
O13—C32	1.231 (2)	C20—H20	0.9300
O14—C32	1.307 (2)	C21—C22	1.390 (2)
O14—H14A	0.86 (3)	C21—C25	1.509 (2)
O15—H15A	0.82 (4)	C22—H22	0.9300
O15—H15B	0.79 (4)	C25—H25A	0.9700
O16—H16A	0.84 (3)	C25—H25B	0.9700
O16—H16B	0.76 (3)	C26—C27	1.391 (3)
O17—H17A	0.80 (3)	C26—C31	1.396 (3)
O17—H17B	0.82 (3)	C27—C28	1.384 (2)
O18—H18A	0.75 (3)	C27—H27	0.9300
O18—H18B	0.90 (4)	C28—C29	1.393 (2)
C1—C6	1.389 (2)	C28—H28	0.9300
C1—C2	1.396 (2)	C29—C30	1.395 (3)
C1—C7	1.507 (2)	C29—C32	1.470 (2)
C2—C3	1.391 (2)	C30—C31	1.377 (3)
C2—H2	0.9300	C30—H30	0.9300
C3—C4	1.390 (2)	C31—H31	0.9300
O11—Co1—O4^i	86.66 (6)	O4—C8—C3	114.51 (15)
O11—Co1—O1	92.94 (6)	O5—C9—C5	108.73 (15)
O4^i—Co1—O1	175.80 (5)	O5—C9—H9A	109.9
O11—Co1—O8	175.52 (5)	C5—C9—H9A	109.9
O4^i—Co1—O8	88.98 (5)	O5—C9—H9B	109.9
O1—Co1—O8	91.34 (6)	C5—C9—H9B	109.9
O11—Co1—O18	87.78 (5)	H9A—C9—H9B	108.3
O4^i—Co1—O18	85.39 (6)	O5—C10—C15	124.45 (17)
O1—Co1—O18	90.42 (6)	O5—C10—C11	115.45 (17)
O8—Co1—O18	90.87 (5)	C15—C10—C11	120.10 (17)
O11—Co1—O17	86.06 (5)	C12—C11—C10	119.79 (18)
O4^i—Co1—O17	87.06 (5)	C12—C11—H11	120.1
O1—Co1—O17	97.09 (5)	C10—C11—H11	120.1
O8—Co1—O17	94.73 (5)	C11—C12—C13	120.49 (18)
O18—Co1—O17	170.51 (5)	C11—C12—H12	119.8
O2—Co2—O17	95.14 (5)	C13—C12—H12	119.8
O2—Co2—O16	177.21 (6)	C14—C13—C12	119.13 (17)
O17—Co2—O16	87.63 (6)	C14—C13—C16	121.09 (18)
O2—Co2—O13^ii	88.91 (6)	C12—C13—C16	119.69 (18)
O17—Co2—O13^ii	170.51 (5)	C13—C14—C15	120.90 (18)
O16—Co2—O13^ii	88.39 (6)	C13—C14—H14	119.5
O2—Co2—O10	94.73 (5)	C15—C14—H14	119.5
O17—Co2—O10	100.25 (5)	C14—C15—C10	119.57 (17)
O16—Co2—O10	84.52 (6)	C14—C15—H15	120.2
O13^ii—Co2—O10	87.93 (5)	C10—C15—H15	120.2
O2—Co2—O15	90.11 (6)	O7—C16—O6	122.54 (19)
O17—Co2—O15	85.99 (6)	O7—C16—C13	123.71 (19)
O16—Co2—O15	90.33 (7)	O6—C16—C13	113.74 (17)
O13^ii—Co2—O15	85.42 (6)	C22—C17—C18	120.00 (14)
O10—Co2—O15	171.71 (6)	C22—C17—C23	118.40 (14)
C7—O1—Co1	135.25 (12)	C18—C17—C23	121.59 (15)
C7—O2—Co2	129.83 (11)	C19—C18—C17	118.97 (15)
C8—O4—Co1^iv	125.78 (11)	C19—C18—H18	120.5
C10—O5—C9	116.34 (15)	C17—C18—H18	120.5
C16—O6—H6A	108 (2)	C18—C19—C20	120.02 (15)
C23—O8—Co1	125.53 (11)	C18—C19—C24^iii	124.05 (15)
C24—O10—Co2	126.70 (10)	C20—C19—C24^iii	115.93 (14)
C24—O11—Co1	138.12 (12)	C21—C20—C19	121.10 (15)
C26—O12—C25	119.65 (14)	C21—C20—H20	119.5
C32—O13—Co2^v	127.56 (12)	C19—C20—H20	119.5
C32—O14—H14A	115 (2)	C20—C21—C22	118.42 (15)
Co2—O15—H15A	124 (3)	C20—C21—C25	121.66 (15)
Co2—O15—H15B	119 (3)	C22—C21—C25	119.90 (15)
H15A—O15—H15B	113 (4)	C17—C22—C21	121.29 (15)
Co2—O16—H16A	123 (2)	C17—C22—H22	119.4
Co2—O16—H16B	124 (2)	C21—C22—H22	119.4
H16A—O16—H16B	108 (3)	O9—C23—O8	124.12 (14)
Co2—O17—Co1	109.64 (5)	O9—C23—C17	119.41 (14)
Co2—O17—H17A	125.8 (18)	O8—C23—C17	116.46 (14)
Co1—O17—H17A	96.8 (19)	O11—C24—O10	123.55 (15)
Co2—O17—H17B	115.0 (17)	O11—C24—C19^vi	115.88 (14)
Co1—O17—H17B	101.3 (18)	O10—C24—C19^vi	120.57 (14)
H17A—O17—H17B	104 (2)	O12—C25—C21	107.30 (14)
Co1—O18—H18A	125 (2)	O12—C25—H25A	110.3
Co1—O18—H18B	123 (2)	C21—C25—H25A	110.3
H18A—O18—H18B	95 (3)	O12—C25—H25B	110.3
C6—C1—C2	119.32 (15)	C21—C25—H25B	110.3
C6—C1—C7	118.25 (15)	H25A—C25—H25B	108.5
C2—C1—C7	122.40 (15)	O12—C26—C27	125.10 (16)
C3—C2—C1	119.16 (15)	O12—C26—C31	114.37 (16)
C3—C2—H2	120.4	C27—C26—C31	120.53 (16)
C1—C2—H2	120.4	C28—C27—C26	119.04 (16)
C4—C3—C2	120.44 (15)	C28—C27—H27	120.5
C4—C3—C8	117.72 (15)	C26—C27—H27	120.5
C2—C3—C8	121.79 (15)	C27—C28—C29	120.85 (16)
C5—C4—C3	120.76 (16)	C27—C28—H28	119.6
C5—C4—H4	119.6	C29—C28—H28	119.6
C3—C4—H4	119.6	C28—C29—C30	119.48 (16)
C4—C5—C6	118.29 (16)	C28—C29—C32	121.69 (16)
C4—C5—C9	122.30 (16)	C30—C29—C32	118.64 (16)
C6—C5—C9	119.30 (16)	C31—C30—C29	120.13 (17)
C5—C6—C1	121.79 (16)	C31—C30—H30	119.9
C5—C6—H6	119.1	C29—C30—H30	119.9
C1—C6—H6	119.1	C30—C31—C26	119.92 (17)
O2—C7—O1	126.28 (16)	C30—C31—H31	120.0
O2—C7—C1	118.05 (15)	C26—C31—H31	120.0
O1—C7—C1	115.66 (15)	O13—C32—O14	123.07 (16)
O3—C8—O4	124.93 (16)	O13—C32—C29	122.31 (16)
O3—C8—C3	120.56 (15)	O14—C32—C29	114.60 (15)
C6—C1—C2—C3	−2.9 (2)	C12—C13—C16—O6	169.2 (2)
C7—C1—C2—C3	175.18 (15)	C22—C17—C18—C19	−0.8 (2)
C1—C2—C3—C4	4.7 (2)	C23—C17—C18—C19	177.86 (15)
C1—C2—C3—C8	−172.76 (15)	C17—C18—C19—C20	−3.0 (2)
C2—C3—C4—C5	−1.9 (3)	C17—C18—C19—C24^iii	176.38 (15)
C8—C3—C4—C5	175.66 (16)	C18—C19—C20—C21	3.5 (3)
C3—C4—C5—C6	−2.6 (3)	C24^iii—C19—C20—C21	−175.96 (15)
C3—C4—C5—C9	−178.76 (17)	C19—C20—C21—C22	0.0 (3)
C4—C5—C6—C1	4.4 (3)	C19—C20—C21—C25	−178.40 (16)
C9—C5—C6—C1	−179.31 (17)	C18—C17—C22—C21	4.3 (3)
C2—C1—C6—C5	−1.7 (3)	C23—C17—C22—C21	−174.38 (16)
C7—C1—C6—C5	−179.86 (16)	C20—C21—C22—C17	−3.9 (3)
Co2—O2—C7—O1	−18.7 (3)	C25—C21—C22—C17	174.51 (17)
Co2—O2—C7—C1	160.80 (11)	Co1—O8—C23—O9	−19.9 (2)
Co1—O1—C7—O2	−10.5 (3)	Co1—O8—C23—C17	158.79 (11)
Co1—O1—C7—C1	170.05 (12)	C22—C17—C23—O9	159.21 (16)
C6—C1—C7—O2	−155.49 (16)	C18—C17—C23—O9	−19.5 (2)
C2—C1—C7—O2	26.4 (2)	C22—C17—C23—O8	−19.5 (2)
C6—C1—C7—O1	24.1 (2)	C18—C17—C23—O8	161.76 (16)
C2—C1—C7—O1	−154.08 (16)	Co1—O11—C24—O10	−38.2 (3)
Co1^iv—O4—C8—O3	−47.0 (2)	Co1—O11—C24—C19^vi	141.31 (15)
Co1^iv—O4—C8—C3	133.21 (13)	Co2—O10—C24—O11	0.7 (3)
C4—C3—C8—O3	152.41 (17)	Co2—O10—C24—C19^vi	−178.79 (11)
C2—C3—C8—O3	−30.1 (3)	C26—O12—C25—C21	−175.65 (16)
C4—C3—C8—O4	−27.8 (2)	C20—C21—C25—O12	−13.6 (2)
C2—C3—C8—O4	149.78 (16)	C22—C21—C25—O12	168.07 (16)
C10—O5—C9—C5	−169.10 (15)	C25—O12—C26—C27	−0.2 (3)
C4—C5—C9—O5	−104.0 (2)	C25—O12—C26—C31	179.62 (17)
C6—C5—C9—O5	79.9 (2)	O12—C26—C27—C28	−178.23 (18)
C9—O5—C10—C15	4.6 (3)	C31—C26—C27—C28	2.0 (3)
C9—O5—C10—C11	−175.42 (17)	C26—C27—C28—C29	−1.6 (3)
O5—C10—C11—C12	179.67 (18)	C27—C28—C29—C30	−0.4 (3)
C15—C10—C11—C12	−0.3 (3)	C27—C28—C29—C32	174.50 (17)
C10—C11—C12—C13	−1.1 (3)	C28—C29—C30—C31	2.0 (3)
C11—C12—C13—C14	1.5 (3)	C32—C29—C30—C31	−173.01 (18)
C11—C12—C13—C16	−174.99 (19)	C29—C30—C31—C26	−1.6 (3)
C12—C13—C14—C15	−0.5 (3)	O12—C26—C31—C30	179.82 (18)
C16—C13—C14—C15	175.93 (19)	C27—C26—C31—C30	−0.4 (3)
C13—C14—C15—C10	−0.9 (3)	Co2^v—O13—C32—O14	−29.3 (3)
O5—C10—C15—C14	−178.69 (18)	Co2^v—O13—C32—C29	149.41 (13)
C11—C10—C15—C14	1.3 (3)	C28—C29—C32—O13	173.56 (18)
C14—C13—C16—O7	174.0 (2)	C30—C29—C32—O13	−11.5 (3)
C12—C13—C16—O7	−9.5 (3)	C28—C29—C32—O14	−7.6 (3)
C14—C13—C16—O6	−7.2 (3)	C30—C29—C32—O14	167.25 (17)

Symmetry codes: (i) x+1, y, z; (ii) x, y−1, z+1; (iii) x, y+1, z; (iv) x−1, y, z; (v) x, y+1, z−1; (vi) x, y−1, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O9^vii	0.86 (4)	1.79 (4)	2.6395 (19)	169 (4)
O14—H14A···O10^v	0.86 (3)	1.74 (3)	2.5696 (17)	162 (3)
O15—H15A···O13^viii	0.82 (4)	2.43 (4)	3.212 (2)	160 (4)
O15—H15B···O7^ix	0.79 (4)	2.10 (4)	2.880 (3)	169 (4)
O16—H16A···O3^x	0.84 (3)	1.86 (3)	2.695 (2)	174 (3)
O16—H16B···O7^xi	0.76 (3)	2.43 (3)	3.169 (3)	163 (3)
O17—H17A···O9	0.80 (3)	1.83 (3)	2.6057 (17)	164 (3)
O17—H17B···O3^i	0.82 (3)	1.89 (3)	2.6743 (18)	161 (2)
O18—H18A···O8^xii	0.75 (3)	2.13 (3)	2.8419 (19)	159 (3)
O18—H18B···O1^xii	0.90 (4)	2.24 (4)	3.055 (2)	152 (3)
C9—H9B···O4^xiii	0.97	2.38	3.266 (2)	152

Symmetry codes: (i) x+1, y, z; (v) x, y+1, z−1; (vii) x−1, y−1, z−1; (viii) −x+1, −y+1, −z+1; (ix) x+1, y+1, z+1; (x) −x+1, −y, −z+2; (xi) −x+1, −y−1, −z+1; (xii) −x+1, −y, −z+1; (xiii) −x, −y, −z+1.